2-(N-Acyl) and 2-N-acyl-N6-substituted analogues of adenosine and their affinity at the human adenosine receptors

Prakash G. Jagtap, Zhiyu Chen, Csaba Szabó, Karl Norbert Klotz

    Research output: Contribution to journalArticlepeer-review

    9 Scopus citations


    A series of 2-(N-acyl) and 2-(N-acyl)-N6-alkyladenosine analogues have been synthesized from the intermediate 2-amino-6-chloroadenosine derivatives (2b and 7) and evaluated for their affinity at the human A 1, A2A, and A3 receptors. We found that 2-(N-acyl) derivatives of adenosine showed relatively low affinity at A 2A and A3 receptors, while the N6-cyclopentyl substituent in 4h and 4i induced high potency [A1 (K i)=20.7 and 31.8 nM respectively] at the A1 receptor and resulted therefore in increased selectivity for this subtype. The general synthetic methods and their binding studies are presented herein.

    Original languageEnglish (US)
    Pages (from-to)1495-1498
    Number of pages4
    JournalBioorganic and Medicinal Chemistry Letters
    Issue number6
    StatePublished - Mar 22 2004

    ASJC Scopus subject areas

    • Biochemistry
    • Molecular Medicine
    • Molecular Biology
    • Pharmaceutical Science
    • Drug Discovery
    • Clinical Biochemistry
    • Organic Chemistry


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